1-cyclopropyl-6-fluoro-4-oxo-7-(4-((1-(4-oxo-4-(4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-ylthio)phenylamino)butyl)-1H-1,2,3-triazol-4-yl)methyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4742836

Chembl Id: CHEMBL4742836

PubChem CID: 162646935

Max Phase: Preclinical

Molecular Formula: C36H42FN7O9S

Molecular Weight: 767.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCn1cc(CN2CCN(c3cc4c(cc3F)c(=O)c(C(=O)O)cn4C3CC3)CC2)nn1)Nc1ccc(S[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C36H42FN7O9S/c37-26-14-24-27(44(22-5-6-22)18-25(31(24)47)35(51)52)15-28(26)42-12-10-41(11-13-42)16-21-17-43(40-39-21)9-1-2-30(46)38-20-3-7-23(8-4-20)54-36-34(50)33(49)32(48)29(19-45)53-36/h3-4,7-8,14-15,17-18,22,29,32-34,36,45,48-50H,1-2,5-6,9-13,16,19H2,(H,38,46)(H,51,52)/t29-,32+,33+,34-,36+/m1/s1

Standard InChI Key:  PPEMZWOXYLXHRE-DBXCXBEDSA-N

Alternative Forms

1. Parent:

   

   ALA4742836

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 767.84

Molecular Weight (Monoisotopic): 767.2749

AlogP: 1.40

#Rotatable Bonds: 13

Polar Surface Area: 215.74

Molecular Species: ACID

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.87

CX Basic pKa: 4.51

CX LogP: 0.82

CX LogD: -0.78

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.11

Np Likeness Score: -0.95

References

1. Meiers J,Zahorska E,Röhrig T,Hauck D,Wagner S,Titz A.  (2020)  Directing Drugs to Bugs: Antibiotic-Carbohydrate Conjugates Targeting Biofilm-Associated Lectins of Pseudomonas aeruginosa.,  63  (20): [PMID:32924479] [10.1021/acs.jmedchem.0c00856]

Source

Source(1):

• Scientific Literature